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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1469827Generated: November 1, 2026

Oxalyl chloride → HCID 71677885, compound

https://huagongshe.com/reaction/1469827

Reaction equation

Participants

RoleNameHCIDCharge
ReactantOxalyl chlorideHCID 65578—
Reactant2-Chloro-6-fluorobenzoic acidHCID 67947—
ReactantDiisopropylethylamineHCID 81531—
ReactantHCID 86692282HCID 86692282—
CatalystDimethylformamideHCID 6228—
SolventDichloromethaneHCID 6344—
ProductHCID 71677885HCID 7167788552.2%

Reaction Steps

The title compound was prepared following the procedure described in Example-1 using N4-(2-fluoro-5-(trifluoromethyl)phenyl)quinazoline-4,8-diamine (Intermediate-14, 60 mg, 0.18 mmol), 6-chloro-2-fluorobenzoic acid (48 mg, 0.27 mmol), oxalyl chloride (52 mg, 0.41 mmol), DMF (1 drop) and DIPEA (70 mg, 0.54 mmol) in CH2Cl2 (2 mL) to afford 45 mg of the title product. 1H NMR (300 MHz, DMSO-d6): δ 10.69 (s, 1H), 10.16 (s, 1H), 8.80 (d, J=7.5 Hz, 1H), 8.57 (s, 1H), 8.23 (d, J=8.4 Hz, 1H), 8.02 (d, J=5.7 Hz, 1H), 7.74-7.68 (m, 2H), 7.63-7.51 (m, 2H), 7.44-7.36 (m, 2H); MS (m/z): 479.30 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09006257B2
Source datasetuspto-grants-2015_04
ORD IDord-39f3322b6dd2425789a71dda7bb583fd
Source noteuspto-grants-2015_04